Chloroacetic Acid → HCID 22600148、化合物

HRID 1419091

反応式

HRID 1419091 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5]O.ClC[C:12]([OH:14])=[O:13].[CH2:15]([OH:17])C.[H-].[Na+]>O1CCCC1>[CH3:1][C:2]1[CH:3]=[C:4]([CH:5]([CH:15]=[O:17])[C:12]([OH:14])=[O:13])[CH:7]=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 300Chloroacetic AcidHCID 702EthanolHCID 114763-Methylbenzyl alcoholHCID 24758Sodium hydride

生成物 1

HCID 22600148HCID 22600148、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 3-methylbenzyl alcohol (4.93 g, 40 mmol), chloroacetic acid (7.68 g, 81 mmol), and ethanol (0.04 mL) in 100 mL of anhydrous tetrahydrofuran was added to a mixture of sodium hydride (16.12 g, 403 mmol) in 50 mL anhydrous tetrahydrofuran dropwise over 55 minutes at 0° C. The cooling bath was removed and the solution was heated to reflux for 14.25 hours. The solution was cooled to room temperature, quenched with water and extracted with ether. The aqueous layer was acidified, extracted with ether, washed with brine, dried over MgSO4, and concentrated in vacuo to give (3-methylphenyl)-3-oxo-propanoic acid as an orange oil (6.58 g) which also contained chloroacetic acid. The oil was used in the next step without purification.

後処理

  1. customThe cooling bath was removed
  2. temperaturethe solution was heated
  3. temperatureto reflux for 14.25 hours
  4. customquenched with water
  5. extractionextracted with ether
  6. extractionextracted with ether
  7. washwashed with brine
  8. dry with materialdried over MgSO4
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-b9a41050660a4482aba0de10e17c8a4f
出典データセット
uspto-grants-1999_03
特許番号
US05886016

関連ノート

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